Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

a) 2-Bromo-N-(3-methyl-isoxazol-5-yl)-acetamide 3-Methyl-isoxazol-5-ylamine (2.9 g) and potassium carbonate (9.8 g) were suspended in dichloromethane (100 mL) at room temperature and 2-bromoacetyl bromide (6 g) was added dropwise. The mixture was allowed to stir overnight. Water (0.3 mL) was added together with a further quantity of potassium carbonate (3 g) and the reaction mixture stirred for a further 30 minutes. The reaction mixture was poured into water (100 mL) and extracted with dichloromethane (2*50 mL). The combined organic extracts were dried over magnesium sulfate and then evaporated in vacuo. The crude product was purifed by column chromatography on silica eluting with ethyl acetate/isohexane (50:50) to give sub-titled compound (4.8 g). 1H NMR (300 MHz, CDCl3) delta 11.97 (s, 1H), 6.16 (s, 1H), 4.09 (s, 2H), 2.19 (s, 3H)., 14678-02-5

14678-02-5 5-Amino-3-methylisoxazole 84590, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Bull, Richard James; Skidmore, Elizabeth Anne; Ford, Rhonan Lee; Mather, Andrew Nigel; Mete, Antonio; US2011/172237; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1083224-23-0, 5-(2,4-Difluorophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1083224-23-0

To a solution of rac-(3R*,4R*)-4-amino-3-methyl-piperidine-1 ,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (225 mg, 0.83 mmol) in DMF (5 mL) at RT is added 5-(2,4- difluorophenyl)isoxazole-3-carboxylic acid (205 mg, 0.91 mmol). DIPEA (0.283 mL, 1.65 mmol) is then added followed by HATU (346 mg, 0.91 mmol). The reaction mixture is stirred overnight at RT. The crude mixture is purified by prep. LC-MS in basic conditions. The title compound is obtained as a pale yellow solid. LC-MS method A: tR = 1.01 Min; [M+H]+ = 480.14.

The synthetic route of 1083224-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; AISSAOUI, Hamed; GUERRY, Philippe; LEHEMBRE, Francois; POTHIER, Julien; POUZOL, Laetitia; RICHARD-BILDSTEIN, Sylvia; YUAN, Shuguang; (273 pag.)WO2018/19929; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31329-64-3,3,5-Dimethylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 10 7-Methoxy-2-methoxymethylbenzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide Starting from 7-methoxy-2-methoxymethylbenzofuran-4-carboxylic acid (0.19 g) and 3,5-dimethylisoxazol-4-ylamine (88 mg). Purification by column chromatography on silica eluding with ethyl acetate afforded the title compound as a cream solid (0.18 g). TLC Rf 0.17 (5% methanol in dichloromethane) Mp 168.5-169.5 C., 31329-64-3

31329-64-3 3,5-Dimethylisoxazol-4-amine 182040, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Dyke, Hazel Joan; Lowe, Christopher; Montana, John Gary; US2001/31777; (2001); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2552-54-7,3-(Benzyloxy)isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of Example 87D (0.1 g, 0.252 mmol), N-ethyl-N-isopropylpropan-2-amine (0.220 ml, 1.262 mmol) and 3-(benzyloxy)isoxazole-5-carboxylic acid (0.066 g, 0.303 mmol) in N,N- dimethylformamide (1.941 ml) was treated with l-[bis(dimethylamino)methylene]-lH- 1,2,3 – triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (0.099 g, 0.260 mmol) and the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was poured into 12 mL water and the resulting suspension was filtered. The solid was washed with water and dried under vacuum. Purification by flash chromatography on silica gel (AnaLogix IntelliFlash 280 system) eluting with a gradient of from 0% to 4% methanol in dichloromethane afforded the title compound. lH NMR (400 MHz, DMSO-d6) delta ppm 2.58 – 2.69 (m, 2H), 3.72 (s, 3H), 3.74 – 3.86 (m, 2H), 4.26 – 4.35 (m, 2H), 5.31 (s, 2H), 6.27 (d, J = 1.6 Hz, 1H), 6.41 – 6.54 (m, 1H), 6.69 (s, 1H), 7.02 (d, J = 5.0 Hz, 1H), 7.1 1 – 7.28 (m, 3H), 7.29 – 7.54 (m, 5H), 8.20 (d, J = 4.9 Hz, 1H), 1 1.57 (brs, 1H). MS (ESI+) m/z 525.1 (M+H)+, 2552-54-7

As the paragraph descriping shows that 2552-54-7 is playing an increasingly important role.

Reference£º
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

110256-15-0, 5-Cyclopropylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 14. Preparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-cyclopropylisoxazole-3-carboxamide (119) To a solution of 1-benzyl-1H-pyrazol-4-amine (0.050 g, 0.289 mmol), 5-cyclopropylisoxazole-3-carboxylic acid (44.1 mg, 0.289 mmol) and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (109 mg, 0.289 mmol) in N,N’-dimethylformamide (1 mL) at 25 C. was added diisopropylethylamine (0.075 mL, 0.433 mmol). The reaction mixture was stirred at 25 C. for 16 h. The reaction mixture was quenched with water (1 mL). The aqueous layer was extracted with ethyl acetate (5 mL*3). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The crude residue was purified by column chromatography (ISCO, 12 g silica, eluting with 40% ethyl acetate/hexanes for 20 min) to give N-(1-benzyl-1H-pyrazol-4-yl)-5-cyclopropylisoxazole-3-carboxamide (12.4 mg, 0.041 mmol, 14%) as an off-white solid. 1H NMR (300 MHz, Chloroform-d) delta 8.42 (s, 1H), 8.00 (s, 1H), 7.59 (s, 1H), 7.37-7.18 (m, 5H), 6.39 (s, 1H), 5.30 (s, 2H), 2.11 (tt, J=8.5, 5.0 Hz, 1H), 1.23-1.08 (m, 2H), 1.08-0.92 (m, 2H); LCMS (ESI) m/z: 309.2 [M+H]+.

110256-15-0, 110256-15-0 5-Cyclopropylisoxazole-3-carboxylic acid 1092113, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Yumanity Therapeutics, Inc.; WRONA, Iwona; TIVITMAHAISOON, Parcharee; TARDIFF, Daniel; PANDYA, Bhaumik; OZBOYA, Kerem; LUCAS, Matthew; BOURDONNEC, Bertrand Le; (259 pag.)US2019/330198; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

78967-07-4, Mofezolac is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78967-07-4, To a cold (ice-bath) solution of 2-(3,4-bis(4-methoxyphenyl)isoxazol-5-yl)acetic acid (mofezolac, 300 mg, 0.885 mmol) and 1,2:3,4-Di-O-isopropylidene-D-galactose (230 mg, 0.885 mmol) in CH2Cl2 (5 mL) , 4-(dimethylamino)pyridine (DMAP) (27 mg, 0.22 mmol), and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC HCl, 680 mg, 3.56 mmol) were added in portions under argon atmosphere. The reaction mixture was stirred at room temperature for 24h and then quenched by adding distilled water. The aqueous phase was extracted three times with EtOAc. The combined organic phases were dried over anhydrous Na2SO4, filtered, and the solvent removed under reduced pressure. The product (375 mg) was isolated by column chromatography (silica gel; CHCl3/MeOH 95:5) of the reaction crude. 73% Yield. NMR (300 MHz, CDCl3, delta) : 7.41-7.36 (m, 2H, aromatic protons) ; 7.19-7.14 (m, 2H, aromatic protons) ; 6.94-6.89 (m, 2H, aromatic protons) ; 6.85-6.81 (m, 2H, aromatic protons) ; 5.53 (d, 1H, J = 4.95 Hz) ; 4.61 (dd, 1H, J = 8.0 Hz, J = 2.5 Hz) ; 4.34-4.25 (m, 2H) ; 4.18 (dd, 2H, J = 8.0 Hz, J = 1.9 Hz) ; 4.05-3.99 (m, 1H) ; 3.83 (s, 3H OCH3) ; 3.80 (s, 3H, OCH3) ; 3.79 (s, 2H, CH2) ; 1.45 (s, 6H, 2CH3) ; 1.32 (s, 3H) ; 1.31 (s, 3H) . ESI-MS m/z (%) : C31H35NO10 (M + Na)+: 604.

As the paragraph descriping shows that 78967-07-4 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI BARI “ALDO MORO”; SCILIMATI, Antonio; PERRONE, Maria Grazia; VITALE, Paola; (114 pag.)WO2017/187352; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3405-77-4, 5-Methylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(2-pyridyl)-5 ,6,7 , 8-tetrahydropyrido [4,3-d]pyrimidine hydrochloride (300 mg, 0.92 mmol, the product of step 3 in Example 1), 5-methylisoxazole-3-carboxylic acid (234mg, 1.84 mmol), HATU (699 mg, 1.84 mmol) and DIPEA (595 mg, 4.6 mmol) in DMF (5 mL) was stirred at rt overnight. Then the resulting mixture was poured into water (5 mL) and extracted with EA (20 mL) for three times. The combined organic layer was concentrated in vacuo and the residue was purified by prep-HPLC to give (5-methylisoxazol-3-yl)-[2-(2- pyridyl)-7 , 8-dihydro-5H-pyrido [4,3-d]pyrimidin-6-yl] methanone (39 mg) as light yellow solid.?H NMR (400 MHz, CDC13) oe: 8.83-8.94 (m, 1H), 8.45-8.78 (m, 2H), 8.23 (s, 1H), 7.88-8.08 (m,1H), 7.43-7.60 (m, 1H), 6.34-6.47 (m, 1H), 5.22 (s, 1H), 5.01 (s, 1H), 4.26 (t, 1H), 4.09-4.22 (m,1H), 3.12-3.36 (m, 2H), 2.39-2.64 (m, 3H). MS obsd. (ESI)[(M+H)]: 322.

3405-77-4, The synthetic route of 3405-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (84 pag.)WO2018/83106; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.925006-96-8,Ethyl 5-(4-methoxyphenyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The ethyl ester intermediate 15 (2mmol) was dissolved in 98 ethanol/120 water (3:1, 10mL), and 19 NaBH4 (0.38g, 10mmol) was added. The reaction mixture was sealed with a balloon and stirred overnight at room temperature. Upon the completion of reduction, the solution was partitioned between EtOAc (40mL) and 1N HCl (25mL). The organic layer was washed with saturated NaHCO3 and brine, dried over Na2SO4, concentrated in a rotovapor. The alcohol was used directly for next step without purification., 925006-96-8

The synthetic route of 925006-96-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bi, Fangchao; Song, Di; Zhang, Nan; Liu, Zhiyang; Gu, Xinjie; Hu, Chaoyu; Cai, Xiaokang; Venter, Henrietta; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 90 – 103;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1072-67-9, 5-Methylisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Sodium nitrite (0.14 g, 2.0 mmol) was added portion-wise to 3.0 mL of sulfuric acid at 15 C and heated to 60 C with stirring for 20 min. The solution was cooled to below 5 C and a mixture of acetic and propionic acids (5:1, 3 mL) were added at below 25 C. The finely heterocyclic amine derivatives (2.0 mmol) were slowly added, within 25 min below 5 C, and the whole mixture was stirred at 0-5 C for 2 h. After completion of diazotization procedure, the diazonium salt solution was added drop-wise to the solution of 6-amino-1,3-dimethyluracil (2.0 mmol, 0.31 g) in sodium hydroxide (4.0 mmol, 0.16 g) and water (5.0 mL). The resulting solution was vigorously stirred at 0-5 C for 1 h and the progress of the reaction was followed by TLC, using an ethyl acetate-petroleum ether mixture (4:1 v/v) as developing solvent. After neutralizing the residual HCl and filtration, the product was crystallized from DMF. The physical and spectral data of the purified dyes are as follows.

1072-67-9, The synthetic route of 1072-67-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yousefi, Hessamoddin; Yahyazadeh, Asieh; Yazdanbakhsh, Mohammad Reza; Rassa, Mehdi; Moradi-E-Rufchahi, Enayat O’Llah; Journal of Molecular Structure; vol. 1015; (2012); p. 27 – 32;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-13-7,4-Nitroisoxazole,as a common compound, the synthetic route is as follows.

4- Nitroisoxazole (may be prepared as described in Description 94; 850 mg, 7.45 mmol) was added to a solution of ammonium chloride (9169 mg, 171 mmol) in water (60 ml). The resultant suspension was cooled to 0C, and zinc (4142 mg, 63.3 mmol) was added in portions whilst keeping the temperature below 5C. After the addition, the mixture was stirred at 0-5C for 2 hours. The reaction mixture was then filtered, and the filtrate was extracted with ethyl acetate (100 ml x 4). The organic phase was washed by water (100 ml x 2), dried over anhydrous MgS04, and concentrated to yield the title compound as a brown oil, 535 mg., 1121-13-7

The synthetic route of 1121-13-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem